Portland’s walking tours pack a punch, letting you explore Maine’s largest city efficiently and affordably. Local guides lead outstanding historical walks through the Old Port District and share stories of the city’s maritime past. The best options get straight to the point – you’ll learn, taste, and discover without wasting time.

The standout Walking Through Time tour brings history alive with tales of the Great Fire of 1866 and the city’s shipbuilding era. Food lovers should grab a spot on the Old Port Culinary tour, which hits all the right spots – from fresh lobster rolls to award-winning chowder. For something sweet, the Portland Donut Adventure showcases the city’s best bakeries and local food artisans.

Check out these top-rated walking tours to make the most of your Portland visit.

Key Points

  • For a comprehensive historical experience, consider the “A Walk Through Time Tour” which highlights Longfellow’s home and other iconic sites.
  • The “Hidden Histories Guided Tour” offers an immersive exploration of underrepresented narratives, with a donation to the Abyssinian Meeting House.
  • The “Old Port Culinary Walking Tour” provides an intimate experience showcasing Maine-inspired cuisine, earning a 96% traveler recommendation.
  • The “Portland Delicious Donut Adventure” is a must-do for visitors, offering a range of tasting options from famous and lesser-known donut shops.
  • The “Black History Guided Tour” provides an in-depth exploration of African American contributions, including insights into the Underground Railroad history.

A Walk Through Time Tour in Portland

A Walk Through Time Tour in Portland

The historic A Walk Through Time Tour in Portland provides visitors with a captivating journey through the city’s storied past.

Over the course of approximately 2 hours and 15 minutes, a maximum of 20 participants explore Old Port, downtown, and the waterfront, guided by experts who share fascinating tales about the city’s history.

Highlights include visits to historic sites like Hendry Wadsworth-Longfellow’s home, Eastern Cemetery, and Abyssinian Church.

The tour, recommended by 96% of travelers, offers a delightful mix of education and enjoyment, with snacks and a sweet treat along the way.

Priced at $48.99 per person, this tour is a must-do for anyone seeking a deeper understanding of Portland’s rich past.

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Old Port Culinary Walking Tour From Portland

Old Port Culinary Walking Tour From Portland

Why not explore Portland’s historic Old Port district through a culinary lens on the Old Port Culinary Walking Tour?

This 3-hour guided tour leads you to 5-6 eateries, where you’ll sample Maine-inspired cuisine and learn the stories behind the local food scene.

With a maximum group size of 14, you’ll enjoy an intimate experience as your knowledgeable guide shares insights into Portland’s food culture.

Savor generous tastings that replace a full meal, then end the tour with a sweet treat from a local ice creamery or candy shop.

With 96% traveler recommendation and a Badge of Excellence, this tour offers an enjoyable and informative introduction to Portland’s vibrant culinary offerings.

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Portland Delicious Donut Adventure & Walking Food Tour

Portland Delicious Donut Adventure & Walking Food Tour

For a sweet and satisfying exploration of Portland’s famed donut scene, hop on the Portland Delicious Donut Adventure & Walking Food Tour.

This 1.5-hour experience takes you to famous and lesser-known donut shops, offering tastings of a variety of donut types, including vegan and gluten-free options.

Guided by local experts, you’ll learn about the city’s donut culture and history while indulging in these delectable treats.

With a maximum group size of 20, the tour provides an intimate and engaging experience.

While some found the price a bit high, the vast majority of reviewers praised the tour’s knowledgeable guides and delightful variety of donuts, making it a must-do for any visitor to Portland.

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Intro to Portland Small Group Walking Tour

Intro to Portland Small Group Walking Tour

Though the Intro to Portland Small Group Walking Tour may seem like a straightforward city overview, its engaging format and knowledgeable guides elevate the experience.

For just $29, participants can explore Portland’s vibrant art, history, architecture, and culture with a certified guide. The tour’s maximum of 30 travelers ensures an intimate and interactive atmosphere, allowing guests to connect with their group and the city.

Positive reviews highlight the guides’ enthusiasm and the tour’s educational value, providing an excellent introduction to Portland’s highlights.

With convenient accessibility and a flexible cancellation policy, this walking tour offers an immersive and enjoyable way to discover the city.

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Donut Tasting Walking Tour in Portland’s Old Port

Donut Tasting Walking Tour in Portland's Old Port

Frequently showcasing the best donuts in Portland, Maine, the Donut Tasting Walking Tour in Portland’s Old Port captivates participants with its mouthwatering exploration of the city’s beloved pastries.

Offering a sampling of local favorites, including Maine Potato Donuts, fresh gourmet bite-sized donuts, and old-world style crullers, the tour combines donut tasting with engaging narratives about the city’s history.

With high recommendations from past travelers and a maximum group size of 15, the tour provides an intimate experience that accommodates both the elderly and those with mobility concerns.

While some feedback suggests a desire for more donut variety, the tour’s overall experience of exploring Portland’s donut scene remains a popular attraction.

Read our full review: Donut Tasting Walking Tour in Portland’s Old Port Review
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Portland, Maine: Hidden Histories Guided Walking Tour

Portland, Maine: Hidden Histories Guided Walking Tour

Delving into the city’s rich history, the Portland, Maine: Hidden Histories Guided Walking Tour captivates visitors with a comprehensive exploration of the diverse narratives that have shaped this vibrant coastal community.

With a 100% recommendation rate from 399 reviews, the 2-hour tour offers an immersive experience, showcasing underrepresented perspectives and hidden landmarks.

Led by knowledgeable guides, participants discover Wabanaki leaders and significant events often omitted from mainstream narratives.

The tour also includes a donation toward restoring the Abyssinian Meeting House, America’s third-oldest standing Black church.

Wheelchair and stroller accessible, this tour provides a unique opportunity to uncover Portland’s hidden histories and gain a deeper understanding of the city’s multi-layered past.

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Old Port Seafood Lovers Walking Lunch Tour in Portland, Maine

Old Port Seafood Lovers Walking Lunch Tour in Portland, Maine

The Old Port Seafood Lovers Walking Lunch Tour in Portland, Maine, offers an immersive culinary adventure through the city’s renowned waterfront district.

With a 92% traveler recommendation and a Badge of Excellence, this 3-hour tour delights participants with lobster rolls, chowder, and craft beverages.

Along the way, knowledgeable guides share insights into Maine’s thriving lobster industry, from the life cycle of lobsters to the daily tasks of local fishermen. Guests also visit a fish market to see fresh seafood before it reaches their plates.

While the tour isn’t wheelchair accessible, it’s suitable for moderately fit travelers.

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Portland, Maine: Black History Guided Walking Tour

Portland, Maine: Black History Guided Walking Tour

Portland’s Black History Guided Walking Tour takes participants on a captivating journey through the city’s African American legacy.

Lasting two hours, the fully narrated tour covers significant contributions of African Americans in Portland, including their involvement in the Underground Railroad and Abolitionist Movement.

Led by the knowledgeable and engaging Dugan, the tour explores the history of sailors, longshoremen, lawyers, entrepreneurs, and clergymen.

Guests appreciate the depth of information and the integration of personal anecdotes, as well as the importance of learning about underrepresented Black history in Portland.

The tour includes visuals and is wheelchair and stroller accessible, making it a must-do for those interested in uncovering the city’s rich Black heritage.

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Portland Pubs Walking Beer Tour

Portland Pubs Walking Beer Tour

Discover the vibrant craft beer scene of Portland, Maine, on the Portland Pubs Walking Beer Tour. This 2-hour walking tour takes you to three of the city’s highlight breweries, where you’ll enjoy tutored tastings of around 12 different beers.

Behind-the-scenes insights and pub snacks add to the experience. Praised for their knowledgeable and engaging guides, the tour provides a personalized small-group experience away from tourist spots.

With a maximum of 15 travelers, it’s an excellent way to make new friends and discover lesser-known breweries. Priced at $89 per person, the tour departs at 2 PM from the Portland Beer Hub.

A moderate fitness level is required, and participants must be at least 21 years old.

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Frequently Asked Questions

Are the Tours Wheelchair Accessible?

Many walking tour companies offer wheelchair-accessible options, allowing visitors with mobility challenges to explore destinations fully. Guests should inquire about accessibility accommodations when booking to ensure a comfortable and inclusive experience.

Can I Bring My Dog on the Tours?

Many walking tour companies allow guests to bring their dogs, though policies may vary. Guests should check with the specific tour operator to confirm if dogs are permitted and any associated guidelines or requirements.

Are the Tours Available in Different Languages?

Many walking tour companies in Portland offer tours in multiple languages to accommodate visitors. Travelers can inquire about language options when booking their tours to ensure they have a guided experience in their preferred language.

How Long Do the Tours Typically Last?

The walking tours typically last 1-3 hours, depending on the specific tour. Most offer a range of durations to accommodate different schedules and interests. Longer tours often provide more in-depth exploration of the area.

Are There Any Discounts for Seniors or Students?

Many walking tour companies offer discounts for seniors and students. Travelers should check with individual tour operators to inquire about any available discounts before booking their tour.

The Sum Up

Portland offers a variety of engaging walking tours that showcase the city’s rich history, vibrant culinary scene, and diverse cultural heritage. From guided explorations of the Old Port to donut tastings and pub crawls, these tours provide visitors with unique and immersive experiences that highlight the best of what Portland has to offer. Regardless of your interests, there’s a walking tour to suit your needs and help you discover the charm of this coastal Maine city.